A method of improving quality of digital communication in a communication session between communicating entities includes collecting context information pertaining to at least one of the communicating entities. The context information is indicative of a plurality of context parameters related to at least one of: a device, a communication client, at least one media stream, an access network. Information indicative of a plurality of performance-specific observations recorded at one or more monitoring entities is collected. The observations are analyzed to determine the quality of digital communication in the communication session. The context information is analyzed, to identify at least one action to be taken to improve the quality of digital communication. Information indicative of the at least one action is sent to the at least one of the communicating entities and/or the at least one network entity during the communication session.